Saccharin derivatives useful as proteolytic enzyme inhibitors and compositions and method of use thereof

US5596012A · kind A · utility

Assignee

• Sterling Winthrop Inc. · US

Inventors

• Richard P. Dunlap · Penfield, US
• Neil Warren Boaz · Kingsport, US
• Albert J. Mura · Rochester, US
• Dennis J. Hlasta · Doylestown, US
• Ranjit C. Desai · Colonie, US
• Chakrapani Subramanyam · South Glastonbury, US
• Lee H. Latimer · Oakland, US
• Eric P. Lodge · Glendale, US

Key dates

• Filing date: May 24, 1995
• Grant date: Jan 21, 1997
• Expiry date: May 24, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/6541
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel 2-substituted saccharins which inhibit the enzymatic activity of proteolytic enzymes, are useful in the treatment of degenerative diseases and have the formula ##STR1## wherein: L is --O--, --S--, --SO--or --SO.sub.2 --; PA1 m and n are each independently 0 or 1; PA1 R.sub.1 is halo, lower-alkanoyl, 1-oxophenalenyl, phenyl or substituted phenyl, heterocyclyl or substituted heterocyclyl or, when L is --O-- and n is 1, cycloheptatrienon-2-yl or, when L is --S-- and n is 1, cyano or lower-alkoxythiocarbonyl or, when L is --SO.sub.2 -- and n is 1, lower-alkyl or trifluoromethyl; R.sub.2 is hydrogen, lower-alkoxycarbonyl, phenyl or phenylthio; and PA1 R.sub.3 and R.sub.4 are each hydrogen or various substituents and processes for preparation and pharmaceutical compositions and method of use thereof are disclosed.